Hydrazine hydrate (1:1) → 2-Hydrazino-5-(methanesulfonyl)-pyridine

HRID 1913176Notes

Reaction equation

HRID 1913176 reaction equation
O.[NH2:2][NH2:3].CS([C:8]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][N:9]=1)(=O)=O>C(O)C>[NH:2]([C:8]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][N:9]=1)[NH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 131026752,5-Bis(methylsulfonyl)pyridine

Product 1

HCID 99642932-Hydrazino-5-(methanesulfonyl)-pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
15 °C

Procedure

1.7 ml (1.7 g, 34.0 mmol) of hydrazine hydrate are added to 2.0 g (8.5 mmol) of 2,5-bis(methylsulfonyl)pyridine [Woods et al., J. Heterocycl. Chem. 1984, 21, 97-101] in 15 ml of ethanol, and the mixture is stirred under reflux for 4 h. For work-up, the reaction solution is cooled to 15° C., the precipitated solid is filtered off, the filter residue is washed with ethanol and diethyl ether and the product is dried under reduced pressure.

Workup

  1. temperatureunder reflux for 4 h
  2. filtrationthe precipitated solid is filtered off
  3. washthe filter residue is washed with ethanol and diethyl ether
  4. customthe product is dried under reduced pressure

Sources & evidence

ORD record
ord-dbb361e681344a99b8a900c49b7cf2dd
Source dataset
uspto-grants-2013_12
Patent number
US08609698B2

Reaction notes

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